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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2386244Generated: November 2, 2026

Dimethyl Sulfoxide → HCID 86651573, compound

https://huagongshe.com/reaction/2386244

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfoxideHCID 679—
ReactantMethyl iodideHCID 6328—
ReactantSodium t-butoxideHCID 23676156—
ReactantHCID 86651572HCID 86651572—
SolventWaterHCID 962—
ProductHCID 86651573HCID 8665157379%

Reaction Conditions

Temperature0 °C

Reaction Steps

A round-bottomed flask equipped with a magnetic stirrer was added 2-chloro-5-cyclopropyl-6a,7,9,10-tetrahydro-[1,4]oxazino[3,4-h]pteridin-6(5H)-one (121 mg, 0.431 mmol), DMSO (2 ml), and iodomethane (0.032 ml, 0.517 mmol). The mixture was cooled to 0° C. and added sodium 2-methylpropan-2-olate (49.7 mg, 0.517 mmol) and allowed to stir at 20° C. for 16 hours. The reaction solution was suspended in water, and the precipitate filtered. The collected solid was washed successively with small amount of ethanol and diethyl ether. The solid was collected and dried in-vacuo to afford 2-chloro-5-cyclopropyl-6a-methyl-6a,7,9,10-tetrahydro-[1,4]oxazino[3,4-h]pteridin-6(5H)-one (100 mg, 0.339 mmol, 79% yield) as a tan solid. MS [M+H] found 295.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08268819B2
Source datasetuspto-grants-2012_09
ORD IDord-2d62f55971d0459cbc3c8e80761a1fa9
Source noteuspto-grants-2012_09